Aminooxyarylarsenoxids and process of making same.



UNITED STATES PATENT onnron.

PAUL EHRLICH AND ALFRED BERTI-IEIM,

or FRANKFORTV-ON-THE-MAIN, GERMANY,

ASSIGNORS TO FARIBWERKE VORM. MEISTER LUCIUS 8t BRT ITNING, F HOCHST-ON- THE-MAIN, GERMANY, A CORPORATION OF GERMANY.

AMINOOXYARYLARSENOXiEDS AND PROCESS OF MAKING SAME.

No Drawing.

Specification of Letters Patent.

Application filed October 26, 1910.

Patented Sept. 5, 1911.

Serial No. 589,162. (Specimens) To all ivhom it mall) concern:

Be, it known that we, PAUL EHRLIGH,

M. D., professor of medlcine, and ALFRED BERTHEIM, Ph. D., citizens of the Empire of Germany, residing at Frankfort-on-the- MainpGermany, have invented certain new and useful Improvements in Aminooxyarylarsenoxids and Processes of Making Same,

of which the following is a specification.

According. to the process described in German Patent No. 224,953, there are obtained compounds of therapeutic value by treating the oxyarylarsenic acids withmveak described in German Patent No. 224,953,

are'dissolved in 1.5 liters of water and 1.3.

. liters of diluted sulfuric acid- (1:5). To

this solution 50 gr. of potassium iodid are added and the whole is saturated at ordinary temperature With sulfurous acid. Concentrated aqueous ammonia is then added while slightly stirring and well cooling,

until there is a strong alkaline reaction. When the acid has become neutralized, the

aminooxyphenylarsenoxid separates in the form of a microcrystalline and nearly white precipitate; by addition of common-salt the precipitation may be completed. The new product is then filtered oif, repeatedly washed with a saturated solution of common salt and dried in. vacuo in presence of sulfuric acid.

The formation of the aminooxyphenylarsenoxid may be represented by the equation:

NH NH2 0.113 on+so.=o.n. on+mso..

ASOaHg Aso The aminooxyphenylarsenoxid is slightly soluble in water, very readily soluble in aqueous mineral acids and in caustic soda lye as Well as in methyl-alcohol, scarcely soluble in ether, and insoluble in benzene. It yields when. treated with hydrogen-peroxid, amino-oxy-arylarsenic acids, and when treated with strong reducing agents, such as a hydrosulfite, diaminodioxyarsenobenzene.

Having now described our invention, what We claim is: 1

1. As new products, the amino derivatives of oxyarylarsenoxids, being whitish crystalline powders, scarcely soluble in water,

readily dissolving in diluted mineral acids,

and caustic'soda lye, also in methyl-alcohol, but scarcely soluble in ether and insoluble in benzene; yielding when treated with hydrogen-peroxid amino-oxy-arylarsenic acid.

2. As a new roduct, the a'minooxyphenylarsenoxid, being a whitish crystalline powder, scarcely soluble in water, readily soluble in diluted mineral acids, caustlc soda lye and methyl-alcohol, scarcely soluble in ether and insoluble in benzene; yield- I ing' when treated with hydrogen-peroxid amino-oxy-phenylarsenic acid.

3. The process of producing aminooxyarylarsenoxids, which consists in treating amino-oxy-aryl-arsenic acids with weak reducing'a ents.

In testimony whereof, we aifix our signatures in presence of two witnesses. Q PAUL EHRLIGH.

v J ALFRED BERT-HEM.

, Witnesses:

JEAN GRUND, CARL GRUND. 

